WO2011007891A1 - Composition d'agent nettoyant - Google Patents

Composition d'agent nettoyant Download PDF

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Publication number
WO2011007891A1
WO2011007891A1 PCT/JP2010/062276 JP2010062276W WO2011007891A1 WO 2011007891 A1 WO2011007891 A1 WO 2011007891A1 JP 2010062276 W JP2010062276 W JP 2010062276W WO 2011007891 A1 WO2011007891 A1 WO 2011007891A1
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WO
WIPO (PCT)
Prior art keywords
alcohol
component
nonionic surfactant
general formula
mol
Prior art date
Application number
PCT/JP2010/062276
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English (en)
Japanese (ja)
Inventor
野村　真人
勝久 井上
福田　久人
Original Assignee
花王株式会社
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 花王株式会社 filed Critical 花王株式会社
Priority to EP10799949.2A priority Critical patent/EP2455446B1/fr
Priority to ES10799949.2T priority patent/ES2685275T3/es
Priority to US13/383,497 priority patent/US8877702B2/en
Priority to CN201080027595.XA priority patent/CN102471728B/zh
Publication of WO2011007891A1 publication Critical patent/WO2011007891A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/83—Mixtures of non-ionic with anionic compounds
    • C11D1/8305—Mixtures of non-ionic with anionic compounds containing a combination of non-ionic compounds differently alcoxylised or with different alkylated chains
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
    • C08G65/2603—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen
    • C08G65/2606—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen containing hydroxyl groups
    • C08G65/2609—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen containing hydroxyl groups containing aliphatic hydroxyl groups
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/83—Mixtures of non-ionic with anionic compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2650/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G2650/28—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule characterised by the polymer type
    • C08G2650/58—Ethylene oxide or propylene oxide copolymers, e.g. pluronics
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/29—Sulfates of polyoxyalkylene ethers
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/722—Ethers of polyoxyalkylene glycols having mixed oxyalkylene groups; Polyalkoxylated fatty alcohols or polyalkoxylated alkylaryl alcohols with mixed oxyalkylele groups

Definitions

  • the present invention relates to a cleaning composition.
  • a surfactant composition comprising a combination of a polyoxyethylene type nonionic surfactant and an anionic surfactant has a high detergency, and is therefore widely used as a detergent mixed with a diluent such as water.
  • a cleaning agent comprising a polyoxyethylene-type nonionic surfactant, an anionic surfactant and water is significantly deteriorated in fluidity in a low-temperature environment and difficult to handle, and further, separation / white turbidity, It is also known to cause an undesirable phenomenon associated with a decrease in stability. In order to solve such problems, it is common to add a solvent, etc., or to set the surfactant concentration in a low range.
  • JP-A53-58508 discloses a liquid detergent excellent in fluidity and stability at low temperature, which is a combination of polyoxypropylene polyoxyethylene alkyl ether and polyoxyethylene alkyl ether sulfate.
  • WO-A 98/24865 also discloses a surfactant composition comprising a combination of a nonionic surfactant obtained by adding ethylene oxide, propylene oxide and ethylene oxide in this order to a higher alcohol and an anionic surfactant. However, it is disclosed that it is excellent in handling property and detergency.
  • WO-A 2009/008542 discloses surfactants comprising alkyl ether sulfate salts.
  • the present invention includes (a) a nonionic surfactant represented by the following general formula (1) [hereinafter referred to as component (a)] and (b) a sulfate ester salt represented by the following general formula (2) [ Hereinafter, the cleaning composition containing (b) component] is provided.
  • R represents a linear or branched saturated or unsaturated hydrocarbon group having 6 to 24 carbon atoms
  • EO represents an ethyleneoxy group
  • PO represents a propyleneoxy group
  • m represents an average addition mole number of 0.1 to M 'is an average added mole number of 0 to 24.9
  • the sum of m and m' is a number of 0.5 to 25
  • n is an average added mole number of 0.2.
  • the number is 1 to 10. Note that (EO) m , (PO) n , and (EO) m ′ are block-bonded in this order).
  • R 1 represents a linear or branched saturated or unsaturated hydrocarbon group having 6 to 24 carbon atoms
  • PO represents a propyleneoxy group
  • EO represents an ethyleneoxy group
  • x represents an average added mole number of 0.1.
  • ⁇ 10 y is an average addition mole number and represents 0 to 30.
  • the addition order of (PO) x , (EO) y may be any block or random bond. The counter ion to be formed is shown.
  • the present invention provides a cleaning composition comprising a polyoxyethylene-type nonionic surfactant and an anionic surfactant that are excellent in fluidity and stability in a low-temperature environment.
  • the present invention provides a cleaning composition that is excellent in fluidity and stability and has a high detergency even under a low temperature environment, under a condition where the surfactant concentration is high, or under a condition where no solvent is added.
  • ADVANTAGE OF THE INVENTION According to this invention, the cleaning composition excellent in the fluidity
  • the component (a) is a nonionic surfactant represented by the general formula (1).
  • R in the general formula (1) is a linear or branched saturated or unsaturated hydrocarbon group having 6 to 24 carbon atoms. From the viewpoint of the quality of the nonionic surfactant, a linear or branched saturated hydrocarbon group is preferable, and from the viewpoint of the cleaning performance of the cleaning composition of the present invention, a linear saturated hydrocarbon group is particularly preferable. From the viewpoint of the cleaning performance of the cleaning composition of the present invention, the versatility of the raw materials, and the handling properties, it is preferably a carbon number of 8 to 22, more preferably a carbon number of 8 to 18, and still more preferably a carbon number of 8 to 16. Chain saturated hydrocarbon groups are preferred.
  • the average added mole number m of EO in the general formula (1) is a number of 0.1 to 25, preferably 0.5 to 18, and more preferably 1 to 14.
  • the average added mole number m ′ of EO is a number from 0 to 24.9, preferably 0.5 to 18, and more preferably 1 to 14. From the viewpoint of fluidity, stability, detergency and the like in a low temperature environment, the sum of m and m ′ (m + m ′) is 0.5 to 25, preferably 1 to 20, and more preferably 2 to 15.
  • the average added mole number n of PO in the general formula (1) is 0.1 to 10, preferably 0.5 to 5, preferably 1 to 5, from the viewpoint of fluidity and stability in a low temperature environment. 4 is more preferable.
  • the nonionic surfactant represented by the general formula (1) used as the component (a) of the present invention is represented by the formula (3).
  • R-OH (3) (In the formula, R has the above-mentioned meaning.) Can be obtained by adding ethylene oxide and then propylene oxide to a linear or branched saturated or unsaturated aliphatic alcohol represented by It is preferable.
  • the cleaning composition of the present invention has good fluidity and stability in a low temperature environment, and has high detergency when used. Is expressed. More specifically, the component (a) having the above block bond is a compound in which the component (a) represented by the general formula (1) is represented by R—OH (where R represents the same meaning as described above).
  • the detergent composition containing the component (a) bonded to the block comprises (a) a compound represented by R—OH (where R is a linear or branched saturated or unsaturated hydrocarbon group having 6 to 24 carbon atoms) the expressed), relative to 1 mol after ethylene oxide m * mol adduct, after propylene oxide n * is mole adduct, a non-ionic surface active agent obtained by further ethylene oxide m '* is mole adduct,
  • R—OH where R is a linear or branched saturated or unsaturated hydrocarbon group having 6 to 24 carbon atoms
  • linear saturated aliphatic alcohol represented by the formula (3) examples include hexanol, octanol, decanol, dodecanol, tetradecanol, hexadecanol, octadecanol, eicosanol, docosanol and the like.
  • branched saturated aliphatic alcohols include 2-ethylhexanol, isononanol, 6-methylundecanol, isotridecanol, isostearyl alcohol, etc., and as linear unsaturated aliphatic alcohols , 9-decen-1-ol, oleyl alcohol, linoleyl alcohol and the like.
  • linear or branched saturated aliphatic alcohols are preferable from the viewpoints of quality, availability, and handleability of the nonionic surfactant, and linear chains are also preferable from the viewpoint of the cleaning performance of the cleaning composition of the present invention.
  • Saturated aliphatic alcohols are preferred. If necessary, a mixed alcohol obtained by mixing these can also be used.
  • alkylene oxide that is, ethylene oxide / propylene oxide
  • a method of adding in the presence of a catalyst using a known alkoxylation method can be mentioned.
  • the catalyst used for alkoxylation is known and may be either an acid catalyst or a base catalyst.
  • a reactor equipped with a heating / cooling operation, a pressure reduction / pressurization operation, a raw material inlet, a product outlet, an alkylene oxide and nitrogen inlet tube, a stirrer, a thermometer, and a pressure gauge
  • a predetermined amount of an aliphatic alcohol that can be suitably used in the present invention is charged, and then solid potassium hydroxide or sodium hydroxide, or an aqueous solution thereof is charged as an alkoxylation catalyst, and the atmosphere is replaced with nitrogen.
  • predetermined amounts of ethylene oxide, propylene oxide, and ethylene oxide are introduced and added in this order.
  • an appropriate amount of a known acid is added to the obtained reaction crude product to neutralize the catalyst, and the desired component (a) can be obtained.
  • the neutralization operation it is also possible to remove the catalyst using an alkali adsorbent.
  • the component (b) is a sulfate ester salt represented by the general formula (2).
  • R 1 in the general formula (2) is a linear or branched saturated or unsaturated hydrocarbon group having 6 to 24 carbon atoms. From the viewpoint of the quality of the sulfate ester salt, a linear or branched saturated hydrocarbon group is preferable, and from the viewpoint of the cleaning performance of the cleaning composition of the present invention, a linear saturated hydrocarbon group is particularly preferable. From the viewpoint of the cleaning performance of the cleaning composition of the present invention, the versatility of the raw materials, and the handling properties, it is preferably a carbon number of 8 to 22, more preferably a carbon number of 8 to 18, and still more preferably a carbon number of 8 to 16.
  • the counter ion of the sulfate ester salt represented by the general formula (2) is not particularly limited. Specifically, ions of alkali metals such as sodium and potassium, ions of alkaline earth metals such as magnesium and calcium, Examples thereof include protons of amines or ammonia, and alkali metal ions, protonated products of alkanolamines or ammonia are preferable.
  • the average added mole number x of PO in the general formula (2) is 0.1 to 10, preferably 0.2 to 5, from the viewpoint of fluidity and stability in a low temperature environment, ⁇ 3 is more preferred.
  • the average added mole number y of EO in the general formula (2) is 0 to 30, preferably 0 to 10, and preferably 0 to 4 from the viewpoint of fluidity, stability, detergency, etc. in a low temperature environment. More preferred is 0-3.
  • the order of addition of PO and EO in the general formula (2) is not limited and may be block coupling or random coupling. However, in order to achieve the effect of the present invention in combination with the component (a), block coupling is performed in the order of PO and then EO. It is preferable.
  • the sulfate ester salt of the general formula (2) used for the component (b) of the present invention has the formula (4) R 1 —OH (4) (In the formula, R 1 has the above-mentioned meaning.)
  • R 1 has the above-mentioned meaning.
  • the cleaning composition of the present invention comprises the above component (a) and component (b).
  • the content of the component (a) in the cleaning composition is preferably 1 to 70% by weight, more preferably 3 to 60% by weight.
  • the content of component (b) is preferably 1 to 60% by weight, more preferably 3 to 50% by weight.
  • the balance of the cleaning composition of the present invention may be water. In the present invention, the description regarding the amount of component (b) is based on the amount converted to the sodium salt type compound.
  • the content of the component (a) is preferably 3 to 60% by weight, more preferably 5 to 50% by weight, and the component (b)
  • the content of is preferably 2 to 50% by weight, more preferably 3 to 40% by weight
  • the pH at 20 ° C. is preferably 4 to 13 and more preferably 5 to 12.
  • the pH can be adjusted using a pH adjusting agent such as sodium hydroxide, potassium hydroxide, alkanolamine, sulfuric acid, hydrochloric acid and the like.
  • the pH at 20 ° C. is preferably 4 to 11, and more preferably 5 to 9.
  • the content of component (a) is preferably 1 to 60% by weight, more preferably 2 to 50% by weight.
  • the content of the component (b) is preferably 1 to 50% by weight, preferably 2 to 40% by weight, and the pH at 20 ° C. is preferably 3 to 13, more preferably 4 to 12.
  • the cleaning composition of the present invention has a ratio of the component (a) to the total amount of the components (a) and (b), that is, [[(a) component blending amount] / [(a) component blending amount.
  • the cleaning composition of the present invention preferably contains a Ca scavenger [hereinafter referred to as (c) component] in addition to the components (a) and (b).
  • a Ca scavenger include citric acid, sodium diethylenetriaminepentamethylenephosphonate, sodium tripolyphosphate, and sodium aluminum silicate, with citric acid and sodium diethylenetriaminepentamethylenephosphonate being preferred.
  • the content of the component (c) in the cleaning composition is preferably 1 to 30% by weight, more preferably 2 to 20% by weight, and further preferably 3 to 15% by weight.
  • the cleaning composition of the present invention includes higher fatty acids, known chelating agents, anti-staining agents (for example, polyethylene glycol) within the range not inhibiting the effects of the present invention. , Carboxymethyl cellulose, etc.) and an emulsion (for example, polyvinyl acetate, vinyl acetate styrene polymer, polystyrene, etc.) can be blended.
  • ethanol, isopropyl alcohol, propylene glycol, or the like can be used as a solvent for reducing the viscosity.
  • the content of the solvent in the cleaning composition of the present invention is preferably less than 5% by weight and more preferably less than 3% by weight from the viewpoint of preventing the development of flammability.
  • the cleaning composition of this invention shows the fluidity
  • other components that can be blended include known thickeners, bleaches, enzymes, preservatives, and the like.
  • ionic surfactants such as nonionic surfactants other than component (a), anionic surfactants other than component (b), cationic surfactants, and amphoteric surfactants
  • an agent can also be blended.
  • the proportion of the component (a) in the total amount of the nonionic surfactant is preferably 1% by weight or more and less than 100% by weight, more preferably 10% by weight or more. It is less than 100% by weight, more preferably 30% by weight or more and less than 100% by weight, particularly preferably 50% by weight or more and less than 100% by weight.
  • the proportion of the component (a) in the total amount of the surfactant is preferably 1 to 95% by weight, more preferably 5 to 90% by weight.
  • the proportion of the component (b) in the total amount of the ionic surfactant is preferably 1% by weight or more and less than 100% by weight, more preferably 10% by weight or more and 100%. Less than wt%, more preferably 30 wt% or more and less than 100 wt%, particularly preferably 50 wt% or more and less than 100 wt%.
  • the proportion of the component (b) in the total amount of the surfactant is preferably 1 to 95% by weight, more preferably 5 to 90% by weight.
  • the detergent composition of the present invention exhibits good fluidity, stability and high detergency even in a low temperature environment, it is used for clothing, hard surfaces such as glass, plastic and metal, body (finger, hair, face). Etc.), and for a wide range of uses such as cosmetics and cosmetics.
  • Synthesis Example 2 Synthesis of nonionic surfactant (2) In an autoclave equipped with a stirrer, a temperature controller, and an automatic introduction device, 9.6 g of a linear saturated alcohol having 8 carbon atoms [trade name: Calcoal 0898, manufactured by Kao Corporation] and a linear saturated alcohol having 10 carbon atoms [Product name: Calcoal 1098, manufactured by Kao Corporation] 28.6 g and C12 linear saturated alcohol [Product name: Calcoal 2098, manufactured by Kao Corporation] 72.5 g and C14 linear saturated alcohol [Product name: Calcoal 4098, manufactured by Kao Corporation] 51.6 g and linear saturated alcohol having 16 carbon atoms [Product name: Calcoal 6098, manufactured by Kao Corporation] 19.1 g and linear saturated alcohol having 18 carbon atoms [Product name: Calcoal 8098, manufactured by Kao Corporation] 9.5 g of mixed alcohol (C 8 Alcohol / C 10 Alcohol / C 12 Alcohol / C 14 Alcohol / C 16 Alcohol / C 18 Alcohol (m
  • Synthesis Example 3 Synthesis of nonionic surfactant (3)
  • the temperature was raised to 140 ° C., 352 g of ethylene oxide was introduced, and an addition reaction / aging operation was performed.
  • the mixture was cooled to 120 ° C., 116 g of propylene oxide was introduced, and an addition reaction / aging operation was performed.
  • the reaction mixture was cooled to 80 ° C., and then 1.2 g of acetic acid was added to the autoclave. After stirring at 80 ° C.
  • Synthesis Example 5 Synthesis of nonionic surfactant (5)
  • 19.2 g of a linear saturated alcohol having 8 carbon atoms [trade name: Calcoal 0898, manufactured by Kao Corporation] and a linear saturated alcohol having 10 carbon atoms
  • Product name: Calcoal 1098, manufactured by Kao Corporation 15.8 g and linear saturated alcohol having 12 carbons
  • Product name: Calcoal 8098, manufactured by Kao Corporation] 9.5 g of mixed alcohol (C 8 Alcohol / C 10 Alcohol / C 12 Alcohol / C 14 Alcohol / C
  • Synthesis Example 6 Synthesis of nonionic surfactant (6)
  • a synthetic alcohol trade name: SAFOL23 (manufactured by SASOL)
  • SAFOL23 manufactured by SASOL
  • branching rate (1-linear alcohol weight / total alcohol weight)
  • potassium hydroxide 1.1 g were charged at 110 ° C. After dehydration at 1.3 kPa for 30 minutes, nitrogen substitution was performed.
  • the temperature was raised to 140 ° C., and then 176 g of ethylene oxide was introduced to carry out an addition reaction / aging operation.
  • the mixture was cooled to 120 ° C., 116 g of propylene oxide was introduced, and an addition reaction / aging operation was performed. Thereafter, the temperature was raised again to 140 ° C., 176 g of ethylene oxide was introduced, and an addition reaction / aging operation was performed.
  • the reaction mixture was cooled to 80 ° C., and then 1.2 g of acetic acid was added to the autoclave, stirred at 80 ° C.
  • Synthesis Example 7 Synthesis of nonionic surfactant (7)
  • Synthesis Example 8 Synthesis of nonionic surfactant (8)
  • Synthesis Example 9 Synthesis of nonionic surfactant (9)
  • This nonionic surfactant (10) is R: n-C in the general formula (1).
  • Synthesis of nonionic surfactant (11) Synthetic alcohol (trade name: SAFOL23 (manufactured by SASOL), saturated alcohol having a branched alkyl group having 12 and 13 carbon atoms (branching rate 50%)) in an autoclave equipped with a stirrer, temperature controller, and automatic introduction device 194 g and 1.1 g of potassium hydroxide were charged, dehydrated at 110 ° C. and 1.3 kPa for 30 minutes, and then purged with nitrogen.
  • SAFOL23 manufactured by SASOL
  • saturated alcohol having a branched alkyl group having 12 and 13 carbon atoms branching rate 50%
  • the temperature was raised to 120 ° C., 29 g of propylene oxide was introduced, and an addition reaction / aging operation was performed. Next, the temperature was raised to 140 ° C., 66 g of ethylene oxide was introduced, and an addition reaction / aging operation was performed. After completion of the reaction, after cooling to 80 ° C., 1.2 g of acetic acid was added to the autoclave, stirred for 30 minutes at 80 ° C., and then extracted, the average number of moles of propylene oxide added was 0.5, the average of ethylene oxide An alkoxylate having an addition mole number of 1.5 was obtained. The resulting alkoxylate is converted to SO 3 It was sulfated in a falling film reactor using gas.
  • the temperature was raised to 120 ° C., and then 232 g of propylene oxide was introduced to perform an addition reaction / aging operation.
  • the temperature was raised to 140 ° C., 66 g of ethylene oxide was introduced, and an addition reaction / aging operation was performed.
  • 1.2 g of acetic acid was added to the autoclave, stirred for 30 minutes at 80 ° C., and then extracted, the average number of moles of propylene oxide added was 0.5, the average of ethylene oxide An alkoxylate having an addition mole number of 1.5 was obtained.
  • the resulting alkoxylate is converted to SO 3 It was sulfated in a falling film reactor using gas.
  • Synthesis Example 15 Synthesis of sulfate ester salt (4)
  • the temperature was raised to 120 ° C., 29 g of propylene oxide was introduced, and an addition reaction / aging operation was performed.
  • the temperature was raised to 140 ° C., 176 g of ethylene oxide was introduced, and an addition reaction / aging operation was performed.
  • the average number of moles of propylene oxide added was 0.5, the average of ethylene oxide An alkoxylate having an addition mole number of 1.5 was obtained.
  • the resulting alkoxylate is converted to SO 3 It was sulfated in a falling film reactor using gas.
  • Synthesis Example 16 Synthesis of sulfate ester salt (5)
  • the temperature was raised to 140 ° C., and then 88 g of ethylene oxide was introduced to carry out an addition reaction / aging operation.
  • the reaction mixture was cooled to 80 ° C., and then 1.2 g of acetic acid was added into the autoclave and stirred at 80 ° C. for 30 minutes, followed by extraction to obtain an alkoxylate having an average added mole number of ethylene oxide of 2. .
  • the resulting alkoxylate is converted to SO 3 It was sulfated in a falling film reactor using gas. The obtained sulfate was neutralized with an aqueous NaOH solution to obtain a sulfate ester salt (5).
  • Synthesis Example 18 Synthesis of sulfate ester salt (7)
  • the temperature was raised to 120 ° C., 29 g of propylene oxide was introduced, and an addition reaction / aging operation was performed.
  • the temperature was raised to 140 ° C., 1542 g of ethylene oxide was introduced, and an addition reaction / aging operation was performed.
  • the average number of moles of propylene oxide added was 0.5, the average of ethylene oxide An alkoxylate having an addition mole number of 1.5 was obtained.
  • the resulting alkoxylate is converted to SO 3 It was sulfated in a falling film reactor using gas.
  • the composition shown in Table 3 is% by weight based on the effective content of the blended components.
  • the evaluation criteria are as follows.
  • test cloth 1531.2 g of organic fouling having the composition shown below and 240 g of carbon paste having the composition shown below were added to 75 L of ethylene tetrachloride and subjected to ultrasonic dispersion for 10 minutes. ), And then air-dried to obtain a dirt cloth.
  • the soiled cloth was cut into 10 cm ⁇ 10 cm to obtain a soiled cloth piece.
  • wash cloth (wool muslin) of 120cm x 40cm is folded in two (60cm x 40cm) and sewn into a cylindrical shape, and three pieces of the above-mentioned soiled cloth pieces are sewn on the center part of one side (front side). Created.
  • the composition of the organic soil used for the above-mentioned soil treatment is cotton seed oil 44.8% by weight, cholesterol 10.8% by weight, oleic acid 10.8% by weight, palmitic acid 7.8% by weight, cetyl alcohol 2. 0% by weight, 5.1% by weight solid paraffin, 5.1% by weight liquid paraffin (total 86.4% by weight), the composition of the carbon paste is 0.2% by weight Asahi Carbon Black, 4% by weight (13.6% by weight in total).
  • the weight% is a ratio in the total amount of the mixture of organic dirt and carbon paste.

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  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
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  • Polymers & Plastics (AREA)
  • Detergent Compositions (AREA)
  • Cosmetics (AREA)

Abstract

La présente invention concerne une composition d'agent nettoyant qui comprend (a) un tensioactif non ionique représenté par la formule générale (1) suivante, et un sulfonate représenté par la formule générale (2) suivante. (1) R-O-(EO)m-(PO)n-(EO)m'-H (R représente un groupe hydrocarboné en C6-24, EO représente un groupe éthylèneoxy, et PO représente un groupe propylèneoxy. m = 0,1-25, m' = 0-24,9, m + m' = 0,5-25, et n = 0,1-10. (EO)m, (PO)n, et (EO)m' sont des blocs couplés dans cet ordre). (2) R1-O-(PO)x-(EO)y-SO3M (R1 représente un groupe hydrocarboné en C6-24, x = 0,1-10, et y = 0-30. Un couplage séquencé ou aléatoire peut être utilisé indépendamment de l'ordre de (PO)x et (EO)y. M représente un contre-ion).
PCT/JP2010/062276 2009-07-17 2010-07-14 Composition d'agent nettoyant WO2011007891A1 (fr)

Priority Applications (4)

Application Number Priority Date Filing Date Title
EP10799949.2A EP2455446B1 (fr) 2009-07-17 2010-07-14 Composition d'agent nettoyant
ES10799949.2T ES2685275T3 (es) 2009-07-17 2010-07-14 Composición de agente de limpieza
US13/383,497 US8877702B2 (en) 2009-07-17 2010-07-14 Detergent composition
CN201080027595.XA CN102471728B (zh) 2009-07-17 2010-07-14 清洁剂组合物

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Application Number Priority Date Filing Date Title
JP2009-168758 2009-07-17
JP2009168758A JP5455483B2 (ja) 2009-07-17 2009-07-17 洗浄剤組成物

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WO2011007891A1 true WO2011007891A1 (fr) 2011-01-20

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JP (1) JP5455483B2 (fr)
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TW (1) TWI487784B (fr)
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JP2014129462A (ja) * 2012-12-28 2014-07-10 Kao Corp 衣料用液体洗浄剤組成物
JP2014141631A (ja) * 2012-12-28 2014-08-07 Kao Corp 衣料用液体洗浄剤組成物
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JP5281278B2 (ja) * 2007-12-11 2013-09-04 花王株式会社 乳化重合用界面活性剤組成物
JP5571367B2 (ja) * 2008-12-25 2014-08-13 花王株式会社 界面活性剤組成物
JP5789394B2 (ja) * 2011-04-01 2015-10-07 ライオン株式会社 液体洗浄剤
JP5718168B2 (ja) * 2011-06-14 2015-05-13 花王株式会社 洗剤組成物の製造方法
JP6534812B2 (ja) * 2011-08-24 2019-06-26 サソール・パーフオーマンス・ケミカルズ・ゲゼルシヤフト・ミツト・ベシユレンクテル・ハフツングＳａｓｏｌ Ｐｅｒｆｏｒｍａｎｃｅ Ｃｈｅｍｉｃａｌｓ ＧｍｂＨ エマルションの重合のための伸長された界面活性剤
WO2014134826A1 (fr) * 2013-03-08 2014-09-12 Dow Global Technologies Llc Compositions de tensioactifs anioniques et applications associées
JP6184225B2 (ja) * 2013-07-26 2017-08-23 花王株式会社 衣料用液体洗浄剤組成物
JP6705745B2 (ja) * 2013-12-11 2020-06-03 ダウ グローバル テクノロジーズ エルエルシー Ａｐｅを含まない界面活性剤組成物及び織物用途におけるその使用
JP2017066394A (ja) * 2015-09-28 2017-04-06 三洋化成工業株式会社 衣料用洗浄剤
WO2018053738A1 (fr) * 2016-09-22 2018-03-29 Rhodia Operations Tensioactif anionique et son utilisation
CN111356758A (zh) 2017-11-29 2020-06-30 三洋化成工业株式会社 表面活性剂和含有表面活性剂的清洗剂
JP6763934B2 (ja) * 2018-12-04 2020-09-30 ダウ グローバル テクノロジーズ エルエルシー Ａｐｅを含まない界面活性剤組成物及び織物用途におけるその使用
CN111454784A (zh) * 2020-04-30 2020-07-28 中山榄菊日化实业有限公司 一种地板清洁剂及其制备方法
WO2023197294A1 (fr) * 2022-04-15 2023-10-19 Dow Global Technologies Llc Composition de détergent et produit de lessive liquide ultra-concentré à vitesse de dissolution rapide
WO2023197293A1 (fr) * 2022-04-15 2023-10-19 Dow Global Technologies Llc Tensioactif non ionique initié par un alcool primaire ou secondaire et son utilisation, composition détergente et produit de lessive liquide le comprenant

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US20150224462A1 (en) * 2012-09-29 2015-08-13 Dow Global Technologies Llc Anionic surfactant compositions and use thereof
US10016733B2 (en) * 2012-09-29 2018-07-10 Dow Global Technologies Llc Anionic surfactant compositions and use thereof
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JP2014129462A (ja) * 2012-12-28 2014-07-10 Kao Corp 衣料用液体洗浄剤組成物
JP2014141631A (ja) * 2012-12-28 2014-08-07 Kao Corp 衣料用液体洗浄剤組成物
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CN102471728A (zh) 2012-05-23
EP2455446B1 (fr) 2018-07-04
EP2455446A1 (fr) 2012-05-23
JP2011021138A (ja) 2011-02-03
US8877702B2 (en) 2014-11-04
TW201107461A (en) 2011-03-01
ES2685275T3 (es) 2018-10-08
US20120115769A1 (en) 2012-05-10
JP5455483B2 (ja) 2014-03-26
EP2455446A4 (fr) 2015-12-30
CN102471728B (zh) 2014-07-09
TWI487784B (zh) 2015-06-11

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